Experience the pinnacle of coastal luxury at 550 1st Ave S in the heart of Naples, Florida. This exceptional residence offers an unparalleled seasonal retreat, where sophisticated design meets the relaxed elegance of Southwest Florida living.
Beautifully curated with high-end finishes and refined details throughout, the home welcomes you with a light-filled, open-concept layout designed for both comfort and style. The expansive living spaces flow seamlessly, creating an ideal setting for entertaining or unwinding in a serene, upscale atmosphere. A gourmet kitchen serves as the centerpiece, featuring premium appliances, sleek cabinetry, and ample space for hosting or everyday indulgence.
Step outside to your private oasis, where indoor-outdoor living takes center stage. Whether enjoying a quiet morning coffee, soaking in the sunshine, or hosting evening gatherings, the outdoor space offers the perfect backdrop for a luxurious Naples lifestyle.
Ideally positioned just moments from the iconic Fifth Avenue South and Third Street South districts, as well as Naples' world-renowned beaches, this residence provides effortless access to fine dining, boutique shopping, and vibrant cultural experiences.
Offered as a luxury rental, this stunning property is the perfect seasonal escape for those seeking comfort, sophistication, and the very best of Naples living.
Jan - April: $45,000. Oct - Dec: $35,000. May-Sept: $15,000.
Inquire About An Annual Rental Rate. Amenities: Family Room, Guest Bath, Den - Study, Home Office, Non-gated, Cooktop, Double Oven, Electricity & Sewer/Septic.
6+ months on RentalSource
RentalSource last checked: 21 hours ago · Listing updated: November 1, 2026
Listing data quality - We review listings daily to detect outdated, duplicate, or misleading information.
Property Summary
Property Type:
House
Rental Fee:
$15,000
Bedrooms:
4 beds
Bathrooms:
4.5 baths
Size:
3,982 sqft
Pets:
Cats & dogs
Laundry:
Hookups
Parking:
Garage
Available:
Now
ID:
83457142
Amenities
•Water, Trash & Lawn Care Included
•Washer/Dryer Hookups
•Dishwasher
•Balcony/Patio
•Cable/Satellite TV
•Furnished
•Garbage Disposal
•Microwave
•Pool
•Refrigerator
Leasing Information
Fees
•Deposit $5,000 (mandatory, refundable, move-in).
Additional Details
This 4-bedroom, 4.5-bathroom house at 550 21st Ave St in Naples, FL 34102 rents for $15,000 a month. It has 3,982 square feet and is pet friendly. 550 21st Ave St was advertised by Premier Property Management 6+ months ago.
How the Rent Compares
At $15,000 a month, this house is well above the typical rent for 4+ bedroom houses and townhouses in Naples (about $5,250).
Typical $5,250This home $15,000
$2,620$18,800
From 23 houses and townhouses with four or more bedrooms listed in Naples on RentalSource in November 2026: the scale holds eight in ten of them, and the shaded band the middle half.
$5,250Typical rent for 4+ bedroom houses and townhouses in Naples
The rent has dropped from $20,000 to $15,000 since it was listed 6+ months ago.
Rent history for this home, newest first
Date
Event
Rent
Change
April 24, 2026
Price change
$15,000−25.0%
−25.0%
April 18, 2026
Listed for rent
$20,000
These are listed prices. What renters actually paid may have been different.
Affordability Calculator
Can I afford to live at 550 21st Ave St?
Bedrooms
4 bedrooms
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Move the slider to select the percentage of your monthly income you're comfortable spending on rent. Typically, it's advised to spend about 30% or less on housing.
Recommended income
$600,000 /year
With your chosen rent-to-income ratio, an annual income of $600,000 is recommended to comfortably afford this 4-bedroom rental priced at $15,000 per month.
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